Efficient synthesis of clitocine via 1,3-N (endo) to N (exo) migration: A revision to Kini's work

Synlett

Volumn , Issue 12, 2005, Pages 1942-1944

  Choi, Hyeong Wook ^a   Choi, Bo Seung ^a   Chang, Jay Hyok ^a   Lee, Kyu Woong ^a   Nam, Do Hyun ^a   Kim, Young Keun ^a   Lee, Jae Hoon ^a   Heo, Taeho ^a   Shin, Hyunik ^a   Kim, No Soo ^b  

^a LG Chemical Ltd   (South Korea)

^b Youngdong University   (South Korea)

Author keywords

1,3 N (endo) to N (exo) migration; Clitocine; Isomerizations

Indexed keywords

4 AMINO 6 IMINO 5 NITRO 1 N (2,3,5 TRI O 4 CHLOROBENZOYL BETA DEXTRO RIBOFURANOSYL)PYRIMIDINE; 4 CHLOROBENZOIC ACID; CLITOCINE; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; EPIMERIZATION; GLYCOSYLATION; ISOMERIZATION; METHANOLYSIS; THERMODYNAMICS; X RAY CRYSTALLOGRAPHY;

EID: 23644454049     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-871564     Document Type: Article

References (8)

1. Kubo, I.; Kim, M.; Wood, W. F.; Naoki, H. Tetrahedron Lett. 1986, 27, 4277.
2. Moss, R. J.; Petrie, C. R.; Meyer, R. B. Jr.; Nord, L. D.; Willis, R. C.; Smith, R. A.; Larson, S. B.; Kini, G. D.; Robins, R. K. J. Med. Chem. 1988, 31, 786.
3. Kamikawa, T.; Fujie, S.; Yamagiwa, Y.; Kim, M.; Kawaguchi, H. J. Chem. Soc., Chem. Commun. 1988, 195.
4. (a) Boon, W. R.; Jones, W. G. M.; Ramage, G. R. J. Chem. Soc. 1951, 96.
5. (b) Robins, R. K.; Dille, K. J.; Willits, C. H.; Christensen, B. E. J. Am. Chem. Soc. 1953, 75, 263.
6. 3; Z = 2.
7. max = 240, 331 nm.
8. 6): δ = 160.2, 159.5, 156.8, 112.8, 87.0, 84.8, 75.9, 70.8, 61.3.